A new and efficient synthesis of tert-butyl 2-((4R,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidin-5-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate, a versatile intermediate for the synthesis of HMG-CoA reductase inhibitors

ORGN 742

Rulin Zhao, rulin.zhao@bms.com1, Bang-Chi Chen, bangchi.chen@bms.com2, Bei Wang1, Huiping Zhang2, and Balu Balasubramanian, Balu.Balasubramanian@bms.com1. (1) Discovery Chemistry, Bristol-Myers Squibb Company, PO Box 4000, Princeton, NJ 08543-4000, (2) Bristol-Myers Squibb Pharmaceutical Research Institute

A new and efficient method for the preparation of tert-butyl 2-((4R,6S)-6-((E)-2-(4-(4-fluorophenyl)-6-isopropyl-2-(methylsulfonyl)pyrimidin-5-yl)vinyl)-2,2-dimethyl-1,3-dioxan-4-yl)acetate (3) was developed starting from p-fluorobenzaldehyde (1) and ethyl isobutyrylacetate (2).  The development of this new method as well as its application to the synthesis of HMG-CoA reductase inhibitors will be presented.  

 

 

Combinatorial, Parallel and Process Chemistry, Heterocycles, Aromatics, New Reactions and Methodology
8:00 PM-10:00 PM, Wednesday, August 22, 2007 BCEC -- Exhibit Hall - B2, Poster

Sci-Mix
8:00 PM-10:00 PM, Monday, August 20, 2007 BCEC -- Exhibit Hall - B2, Sci-Mix

Division of Organic Chemistry

The 234th ACS National Meeting, Boston, MA, August 19-23, 2007